Jacksonville Holiday Rentals

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Our top choices for Jacksonville holiday rentals

2.0 star property
The price is NZ$829
includes taxes & fees
21 Dec - 22 Dec
Enchanting Getaway: Farmhouse and Tiny House Duo
9.8 out of 10, Exceptional, (32)
"We loved the animals and how peaceful it was there,The owner was very accommodating and nice. Highly recommend if I ever need to stay in the area again this would be my first pick "
United States
Ryan K.
The price is NZ$378
includes taxes & fees
11 Dec - 12 Dec
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

Holiday Home in Jacksonville Historic District

California Cottage: Downtown!
9.8 out of 10, Exceptional, (41)
"We loved this place!"
United States
Alison C.
The price is NZ$409
includes taxes & fees
11 Dec - 12 Dec
California Cottage: Downtown!

Cottage in Talent

Paschal Winery
4.5 star property
9.6 out of 10, Exceptional, (14)
"Very nice and hassle free check in "
United States
Matthew
The price is NZ$375
includes taxes & fees
18 Dec - 19 Dec
Paschal Winery

Holiday Home in Historic Railroad District

New Downtown 3 Bedroom Upstairs Flat with views
9.8 out of 10, Exceptional, (33)
"Had a great time. Would stay again!"
United States
Tracy L.
New Downtown 3 Bedroom Upstairs Flat with views

Holiday Home in Central Point

The Rellik House and Winery
3.5 star property
9.4 out of 10, Exceptional, (3)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is NZ$422
includes taxes & fees
8 Jan - 9 Jan 2026
The Rellik House and Winery
9.8 out of 10, Exceptional, (101)
"This was just what we needed as our halfway point of our trip. Area was quiet and close torestaurants. L9ved our stay here. It was a very hot day, but we were able to remain cool here."
United States
carol A.
The price is NZ$306
includes taxes & fees
14 Dec - 15 Dec
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
10.0 out of 10, Exceptional, (166)
"Very much enjoyed our stay, relaxing, eating and playing games. Also hanging out by the River with our dog!"
United States
Della R.
Peaceful Rogue Riverfront Home on 3 Acres!

Holiday Home in Medford

Rosewood Studio by WanderLodges
3.0 star property
The price is NZ$321
includes taxes & fees
12 Dec - 13 Dec
Rosewood Studio by WanderLodges
9.4 out of 10, Exceptional, (38)
"Loved the house. Stayed here for just one night with a group of 9 of us. It had everything we needed to fit everyone comfortably. Quick responses and great communication. Would definitely stay here again."
United States
Jennifer
The price is NZ$493
includes taxes & fees
11 Dec - 12 Dec
New house with king beds and 3 full bathrooms
10.0 out of 10, Exceptional, (61)
"Perfect spot.We really enjoyed our stay."
United States
Cecilia K.
The price is NZ$872
includes taxes & fees
11 Dec - 12 Dec
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
2.0 star property
The price is NZ$373
includes taxes & fees
11 Dec - 12 Dec
Medford Home and 2 Condos With Pool and Hot tub

Holiday Home in Phoenix

Lanka Rose House by WanderLodges
3.5 star property
10.0 out of 10, Exceptional, (1)
"Very cute house with all the necessities for a cozy stay. "
United States
Roxanne
The price is NZ$417
includes taxes & fees
17 Dec - 18 Dec
Lanka Rose House by WanderLodges
9.6 out of 10, Exceptional, (19)
"We loved "
United States
Phyllis M.
The price is NZ$700
includes taxes & fees
11 Dec - 12 Dec
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

Apartment in Siskiyou-Hargadine Historic District

The Maple Apartment at Tudor House Vacation Rentals
9.6 out of 10, Exceptional, (155)
"Quiet, comfortable, great place for 3 friends. Easy walk to downtown Ashland & OSF. The off-street parking was a bonus. "
United States
Stephanie M.
The Maple Apartment at Tudor House Vacation Rentals
9.6 out of 10, Exceptional, (42)
"Such great communication, and overall a great stay!"
United States
Kathryn W.
The price is NZ$285
includes taxes & fees
20 Dec - 21 Dec
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
10.0 out of 10, Exceptional, (22)
"The hot tub was awesome, gorgeous of the river. Situated nicely between Medford and Grants pass with a short drive to either. Hosts were communicative and pleasant. All necessities that could be reasonably expected on site. Shower has great water pressure. "
United States
Alexis B.
The price is NZ$366
includes taxes & fees
11 Dec - 12 Dec
Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!
9.6 out of 10, Exceptional, (41)
"Adam’s property was very cozy and clean. It is in a quiet neighborhood and has a lot of dining options around the area. We would stay again! Thank you Adam! "
United States
Cathryn
The price is NZ$321
includes taxes & fees
11 Dec - 12 Dec
The River House with Views of the Famous Rogue River! No cleaning fees!
9.4 out of 10, Exceptional, (23)
"Jen offers a great little place to stay. Comfortable, clean, and adorable."
United States
Janann d.
Grants Pass Hillside Retreat w/View Mins from Everything
10.0 out of 10, Exceptional, (89)
"Great location, very clean and comfortable, and private. Looking forward to staying again."
United States
Tonya L H.
The price is NZ$243
includes taxes & fees
11 Dec - 12 Dec
Sunshine Studio - Private apt and yard (eco, solar)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Jacksonville Hotel Reviews

Find out more about Jacksonville

Everything you need to know about Jacksonville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jacksonville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jacksonville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jacksonville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jacksonville. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jacksonville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jacksonville holiday rentals we have selected for you start as low as NZ$243 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jacksonville rentals

At Expedia, we put the best Jacksonville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Jacksonville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jacksonville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jacksonville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Jacksonville?

Yes, there are holiday rentals in Jacksonville close to Kharmic Creations, or you can select a more secluded option if you're looking for a relaxing stay. The shops and live music are just a few reasons why travellers like Jacksonville. While you're here, grab a bite or have a drink at the restaurants.

What are some of the best holiday rentals that Jacksonville has to offer?

The Rellik House and Winery: This holiday home rental outside of Jacksonville offers an outdoor pool, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, in addition to a kitchenette with a microwave and a coffee maker. It offers a private garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Jacksonville?

Expedia has 33 holiday rentals for your stay in Jacksonville.

What’s there to see and do in Jacksonville?

Cultural attractions include Britt Pavilion and Beekman House, whereas Rogue River-Siskiyou National Forest and Applegate Lake are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Jacksonville Cemetery and Ruch Library.

What’s a holiday rental in Jacksonville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jacksonville. Holiday rentals feature extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family getaway.